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1397692-46-4

1397692-46-4 Structure

1397692-46-4 Structure
IdentificationBack Directory
[Name]

(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol
[CAS]

1397692-46-4
[Synonyms]

Nat-20(S)-yne
Nat20(S)yne,Nat 20(S) yne
Nat-20(S)-yne Exclusive
SCMAJJQBADBBSM-CMJRPVKTSA-N
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol
26,27-Dinorcholest-5-en-24-yne-3,20-diol, (3β)-
[Molecular Formula]

C25H38O2
[MOL File]

1397692-46-4.mol
[Molecular Weight]

370.57
Chemical PropertiesBack Directory
[Boiling point ]

510.0±25.0 °C(Predicted)
[density ]

1.08±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 14 mg/ml; DMSO: 0.5 mg/ml; Ethanol: 10 mg/ml
[form ]

A crystalline solid
[pka]

14.68±0.29(Predicted)
Hazard InformationBack Directory
[Description]

Smoothened (SMO) is a GPCR-like receptor which, with Patched, mediates hedgehog signaling to regulate gene expression through the Gli transcription factors. 20(S)-hydroxy Cholesterol (20(S)-OHC) is an oxysterol which binds SMO and activates hedgehog signaling (EC50 = 3 μM), and this activation is selective for the nat-20(S)-OHC enantiomer. Nat-20(S)-OHC synergizes with the SMO agonist SAG, suggesting an allosteric effect. Nat-20(S)-yne is a form of nat-20(S)-OHC with a terminal alkyne group, which can be used in linking reactions known as click chemistry. Click chemistry involves highly dependable and specific azide-alkyne bioconjugation reactions and can be used to capture or immobilize bioactive molecules. Thus, nat-20(S)-yne has been conjugated with magnetic beads to demonstrate that nat-20(S)-OHC directly binds SMO.
[Uses]

(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol is a byproduct of cholesterol (C432501) oxidation and a potential agonists of the hedgehog signaling pathway.
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